Nokomis Regional High School, which draws nearly 600 students from eight different towns in rural Maine, has spent 10 years transforming its instructional model to immerse students in meaningful learning experiences that relate to their interests and passions. Project-based learning, interdisciplinary courses, and career exploration units are designed to help students explore various options and feel secure about their postsecondary choices. As students near graduation in this rural community, some plan to enroll in college, while others envision entering the trades or starting a job. Staff at Nokomis want students to achieve success on their own terms, which means challenging the predominantly college-oriented attitude that persists in high school practice and policy. But many teachers and administrators are still grappling with how to ensure that students choosing different pathways--some involving college, some not (or not yet)--will have an equal shot at long-term success and stability relative to their peers. Some staff think the school should more assertively push students toward college and career options beyond the local rural community. This case wrestles with how high schools can expand students' postsecondary horizons while remaining responsive to their values and interests--especially if those values differ significantly from those of the adults who support them. [For the corresponding Case Studies in High School Redesign, see ED626304 and ED626305.]